2,5-Dibromonitrobenzene

white to light yellow crystal powder

A mixture of nitric acid (90percent, 4.6 g, 70 mmol) and concentrated sulfuric acid (75 mL) was added to a solution of 1, 4-dibromobenzene (11.8 g, 50 mmol) in CHA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwis to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50 °C for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3 x 200 mL). The combined organic layers were washed with water (2 x 100 mL) and 10percent potassium hydroxide (3 x 100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by by Flash chromatography (petroleum ether) to provide 1 , 4-dibromo-2- nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 26: Synthesis of 2, 3-dihydrobenzofuran-6-sulfonyl chloride; 1. Synthesis of 1, 4-dibromo-2-nitrobenzene; A mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3.x.200 mL). The combined organic layers were washed with water (2.x.100 mL) and 10percent potassium hydroxide (3.x.100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by Flash chromatography (petroleum ether) to provide 1, 4-dibromo-2-nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 38: Synthesis of 2, 3-dihydrobenzofuran-6-suIfonyl chloride.MeCN, NaOH, HA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min. The reaction mixture was allowed to cool to rt, was diluted with ice water (200 mL), and was extracted with dichloromethane (3.x.200 mL). The combined organic layers were washed with water (2.x.100 mL) and 10percent potassium hydroxide (3.x.100 mL), dried (magnesium sulfate), and concentrated. The residue was purified by Flash chromatography (petroleum ether) to provide 1, 4-dibromo-2-nitrobenzene in 68percent yield as a light green-yellow solid.Intermediate 38: Synthesis of 2, 3-dihydrobenzofuran-6-sulfonyl chloride.MeCN, NaOH, HA mixture of 68percent nitric acid/98percent sulfuric acid (32/64 mL) was added dropwise to a solution of 1, 4-dibromobenzene (100 mmol) in 98percent sulfuric acid (40 mL) and the reaction mixture was heated at 50° C. for 30 min.

Fine chemical intermediate, also used as flame retardant

Molecular Weight:280.90
XLogP3:3
Hydrogen Bond Acceptor Count:2
Exact Mass:280.85100
Monoisotopic Mass:278.85305
Topological Polar Surface Area:45.8
Heavy Atom Count:11
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes